JPH10279460A - Skin preparation for external use - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a skin preparation for external use, capable of sufficiently manifesting performances essentially possessed by a tyrosinase activity inhibitor and useful for the beauty culture and medicine by formulating the tyrosinase activity inhibitor with a specific glycoside in combination. SOLUTION: This skin preparation for external use is obtained by formulating one or more tyrosinase activity inhibitors with a lignan glyoside in combination. A compound represented by formula I [R1 and R2 are each a glycosyl composed of one to four saccharides, which are one or more selected from glucose, galactose and fructose; (a) to (c) are each 0 or 1], especially a compound represented by formula II (Glc is the glycosyl) or formula III or IV is preferred. The amount of the formulaed lignan glycoside is 0.001-5 wt.% in the case of, e.g. the compound represented by formula I to IV. Ascorbic acid, cysteine, arbutin, etc., are cited as the tyrosinase activity inhibitors and the amount of thereof formulated is 0.0001-10 wt.% expressed in terms of dried solids.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to an external skin preparation such as a cosmetic or an external medicine having an excellent skin whitening effect by blending a lignan glycoside with a tyrosinase activity inhibitor.

[0002]

2. Description of the Related Art Conventionally, cosmetics such as milky lotions, creams, lotions, packs, dispersions, and cleaning agents, and external medicines such as ointments, creams, and liquids for external use have been used to treat skin problems caused by sunburn. In order to prevent phenomena such as spots and freckles caused by blackening and pigmentation, calamine and the like, ascorbic acids, glutathione, colloidal sulfur, hydroquinone, cinamic aldehyde, placenta extract and the like are blended.

[0003]

However, in skin external preparations such as cosmetics and external medicines containing these whitening ingredients, the effect of the whitening ingredients is not sufficient, or the skin whitening ingredients may deteriorate in the preparation. In many cases, the medicinal effect of the first stage cannot be obtained, and its improvement has been desired.

[0004]

Means for Solving the Problems The present inventors have conducted intensive studies to improve the effect of the whitening component of an external preparation for skin. As a result, if lignan glycoside and tyrosinase activity inhibitor were combined, tyrosinase was originally expected. The present inventors have found that the action of the activity inhibitor is sufficiently exerted, and completed the present invention.

That is, the present invention provides one or more of the following components (A) and (B): (A) a lignan glycoside represented by the structural formula (I); and (B) a tyrosinase activity inhibitor.

Embedded image The present invention provides an external preparation for skin containing the following lignan glycosides represented by the following structural formulas (II-a) and (II-
Preferably, one or more of the sesaminol glycosides represented by b) or (II-c) is contained as a main component, and in a preferred embodiment, the lignan glycoside is sesame seed or humidified sesame seed. Or a germinated body, or a hydrated lower alcohol extract of a defatted product thereof.

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[0006]

BEST MODE FOR CARRYING OUT THE INVENTION The lignan glycoside, which is the component (A) of the present invention, is represented by the above general formula (I). That is, the lignan glycoside according to the present invention comprises 2
The aglycone portion has a methylenedioxyphenyl group and a sugar portion in which one to four sugar residues of glucose, galactose or fructose are bonded to the hydroxyl group.

[0007] The lignan glycoside is preferably glucoside lignan in which the sugar residue in the structural formula (I) is a diglucoside residue and / or a triglucoside residue, and still more preferably the structural formula (II) −
One, two or more of the compounds represented by a), (II-b) or (II-c), or those containing these as main components. Further, the method of preparing the same is not particularly limited.
No. 145066).

The content of lignan glycosides in the external preparation for skin of the present invention cannot be uniformly defined by the difference in the content of each component of lignan glycosides.
In the case of a water-containing lower alcohol extract prepared by the method disclosed in No. 5066, the content is 0.05 to 20% by weight (hereinafter simply referred to as "%"), preferably 0.1 to 10%, When the glycoside is blended, 0.01 to 10
%, Preferably 0.05 to 5%, and a highly purified product (the above-mentioned structural formulas (I), (II-a) and (II-b)
Or, at least about one or more of the lignan glycosides represented by (II-c) are contained in a total amount of about 60% or more. )
0.001 to 5%, preferably 0.01%
~ 1%.

On the other hand, examples of the tyrosinase activity inhibitor which is the component (B) of the present invention include the following.

That is, ascorbic acid and its derivatives and salts thereof (for example, magnesium L-ascorbyl phosphate), cysteine and its derivatives (for example, N,
N′-diacetylcystine dimethyl, etc.) and salts thereof,
Arbutin, hydroquinone and its derivatives and salts thereof, glabridine, glabrene, liquiritin, isoliquiritin and liquorice extract, placenta extract, aloe extract containing them, ibiquitorano extract, chamomile extract, clara extract, keito extract , Hawthorn extract, Sampens extract, Lily of the valley extract, Sengoku mosquito extract, Soybean extract, Touki extract, Neubara extract, Hop extract, and Yokuinin extract. May be appropriately selected.

The content of the tyrosinase activity inhibitor in the external preparation for skin of the present invention is preferably 0.0001 to 10% by weight (hereinafter simply referred to as "%") as a dry solid content, and more preferably 0.001 to 10% by weight. From 5%. Within this range, an excellent tyrosinase activity inhibiting effect can be obtained. In other words, it exerts a high inhibitory effect on pigmentation,
It is effective in preventing and improving skin darkening, spots, and freckles due to sunburn. These can be used alone or in combination of two or more tyrosinase activity inhibitors.

The skin external preparation of the present invention is prepared by blending the essential components (A) and (B) with various types of bases known as ordinary skin external preparations according to a conventional method. be able to.

Examples of the form of the external preparation for skin are not particularly limited, and include, for example, emulsions, creams, lotions, packs, detergents, makeup cosmetics, dispersions, ointments and other cosmetics, and external medicines. The base may be a base according to the form of these external preparations for skin, for example, purified water,
Lower alcohols, polyhydric alcohols, oils and fats, powders, surfactants, ultraviolet absorbers, thickeners, pigments, cosmetic ingredients, preservatives, fragrances, and the like can be used.

[0014]

EXAMPLES Next, the present invention will be described in more detail with reference to Reference Examples, Test Examples and Examples, but the present invention is not limited thereto.

Reference Example 1 Production of a water-containing methanol extract Preliminarily sterilized quartz sand was spread on a stainless steel vat of 300 cm ² , and 10 g of Chinese sesame seeds were sprinkled thereon. And germinated for 2 days in a constant temperature bath. The germination rate was 89% or more. A certain amount of germinated material having a similar germination state was ground with a blender together with 100 ml of hydrated methanol (80% (v / v)). The residue was filtered, and the filtrate was concentrated to dryness to obtain a methanol extract. Then, the extract was washed by extraction with n-hexane to remove fat-soluble substances, thereby obtaining a water-containing methanol extract. The aqueous methanol extract was redissolved in 100 ml of aqueous methanol (80% (v / v)) and subjected to high performance liquid chromatography (HPLC) to analyze the composition.

The HPLC conditions were as follows: A pump (CCPM, manufactured by Tosoh Corporation) was connected to a column (Soken Pak ODS-W5).
μ, 10 mmΦ × 250 mm), UV absorption detector (U
V-8000, manufactured by Tosoh Corporation), elution was performed using a linear gradient of water: methanol starting at 90:10 (v: v) and 60:60 minutes later at 10:90 (v: v). The flow rate was 1 ml / min, and the detection wavelength was 280 nm.

As a result of HPLC analysis, the composition and content of the lignan glycoside in the aqueous methanol extract were determined using sesamin as an external standard, and sesaminol triglycoside (structural formula (II-a)), sesaminol diglycoside (Structural Formula (II-b)) and sesaminol monoglycoside (Structural Formula (II-c)), which are present in a hydrous methanol extract in an amount of 80 mg, and whose composition is sesaminol triglycoside. 40%, 50% sesaminol diglycoside, 10% sesaminol monoglycoside
%Met.

The chemical structure of each lignan glycoside component was confirmed by the following method using each purified product purified to a single component by preparative HPLC under the same conditions as described above. That is, 1N hydrochloric acid was added to each purified product, hydrolyzed at 100 ° C. for 30 minutes, extracted with ethyl acetate, and separated into an ethyl acetate layer and an aqueous layer. The ethyl acetate layer was concentrated to dryness at 40 ° C. or lower, subjected to trimethylsilylation treatment with TMS-PZ (manufactured by Tokyo Chemical Industry Co., Ltd.), and subjected to gas chromatography (GLC) to quantitatively analyze lignan (external standard: sesamin).

The GLC conditions are as follows. GLC apparatus: Hewlett-Packard 5890, column: D
B-17HT (15mx0.319mm, film t
kickness: 0.15 μm, J & W SCIEN
TIFIC), injection method: split method (split ratio 1/10), column temperature: 270 ° C., carrier gas:
helium.

Further, the aqueous layer was subjected to a pretreatment filter for HPLC (pore size: 0.2 μm, Meishori disk W-13).
2, Tosoh Corporation), add 5 ml of acetone to the filtrate, concentrate under reduced pressure to dryness, and then TMS-PZ (same as above)
And subjected to GLC for quantitative analysis of sugars (external standard: glucose, galactose,
Fructose).

The GLC conditions are as follows: Column: DB-170
1 (15m x 0.25mm, film thickne
ss: 1.0 μm, manufactured by J & W SCIENTIFIC) Injection method: split method (split ratio 1/5)
0), except that the column temperature was set to 180 ° C.

Reference Example 2 Production of Crude Lignan Glycoside The aqueous methanol extract obtained in Reference Example 1 was dissolved in 100 ml of water, and the same volume of n-hexane was added, followed by vigorous shaking. This extraction operation was repeated three times to remove fat-soluble substances. To the residual solution from which the n-hexane layer was completely removed, the same volume of n-butanol which had been saturated with water in advance was added, and the mixture was vigorously shaken. This extraction operation was repeated twice to remove water-soluble substances. The n-butanol layer was washed twice with the same volume of water, and then concentrated to dryness under reduced pressure to obtain a crude lignan glycoside.

When HPLC analysis was performed by the method described in Reference Example 1, the crude lignan glycoside contained sesaminol triglycoside, sesaminol diglycoside and sesaminol monoglycoside, which were contained in the crude lignan glycoside at 70%.
The composition was 45% sesaminol triglycoside, 48% sesaminol diglycoside, and 7% sesaminol monoglycoside.

Reference Example 3 Production of High Purity Lignan Glycoside The crude lignan glycoside obtained by the method described in Reference Example 2 was
The resultant was subjected to partition chromatography using ODS as a carrier.
YMC-GEL ODS-A (Yamamura Chemical Co., Ltd.) 60
g was packed in a glass column having a diameter of 3 cm and a length of 50 cm, and equilibrated by flowing water. To this, 1 g of the crude lignan glycoside was loaded on the top of the column. The fraction components were eluted by a step elution method in which the methanol concentration was sequentially increased from water. Fractions eluted with 30-60% (v / v) methanol were collected and concentrated under reduced pressure to obtain about 100 mg of a column fraction.

This was repeatedly subjected to preparative HPLC, and purification was performed until each lignan glycoside component became single.
As a result, 5 to 10 mg of each purified lignan glycoside of sesaminol triglycoside, sesaminol diglycoside and sesaminol monoglycoside was obtained. The content of all these lignan glycoside components was 2.0% (wt / wt) per dried germination product and 4.5% (wt / wt) per hydrated methanol extract.

Reference Example 4 Production of Plant Extracts 10 g each of Licorice (JP), Sohakuhi (JP), Kujin (Clara) (JP) and Touki (JP) were 50% water content (v / v). ) Add 100 ml of ethanol,
Extraction was carried out at room temperature for 3 days with occasional stirring, followed by filtration to obtain each plant extract.

Reference Example 5 Production of Neubara extract 20 g of Neubara fruit was cut into small pieces and the water content was 50% (v / v
v) 100 ml of ethanol was added, and the mixture was extracted at room temperature with occasional stirring for 3 days to obtain a wild rose extract.

REFERENCE EXAMPLE 6 Preparation of Hop Extract 20 g of dried hop ears were cut into small pieces, 100 ml of 1,3-butylene glycol was added, and the mixture was extracted at room temperature with occasional stirring for 10 days to obtain a hop extract. .

Reference Example 7 Production of Yokuinin Extract 100 g of seeds from which the seeds of Yokuinin were removed were cut into small pieces, 100 ml of purified water was added, and the mixture was extracted at room temperature with occasional stirring for 15 days to obtain a Yokuinin extract.

Test Example 1 Tyrosinase Activity Inhibition Test The tyrosinase activity inhibition rate of a hydrated methanol extract and the plant extract obtained in Reference Example 4 was examined singly or in combination with each other by the following method. That is, an enzyme solution [10 mg of tyrosinase (28,000 units, manufactured by Sigma) was added to each sample in 0.1 M phosphate buffer (pH
6.8) Dissolved in 20 ml] and added 0.1 ml,
3. Further, 0.1 M phosphate buffer (pH 6.8) was added.
0 ml and incubated at 25 ° C. for 10 minutes.

Next, the substrate solution [L-DOPA (Tokyo Kasei) 198.
0 mg in 0.1 M phosphate buffer (pH 6.8) 100 m
dissolved in 1], and reacted for 10 minutes. After the reaction, absorbance at 475 nm (OD _S )
Was measured. Similarly, the absorbance (OD _HE ) and the absorbance (OD _B ) when the reaction was performed using the enzyme inactivated by heating and when no sample was added were calculated, and the activity inhibition rate of tyrosinase activity was calculated from the following equation. did.

[0032] OD _S : Absorbance of sample OD _B : Absorbance when no sample is added OD _HE : Absorbance when enzyme is inactive

[0033]

[Table 1]

As is clear from the results in Table 1, when the aqueous methanol extract and the tyrosinase activity inhibitor were combined, the tyrosinase activity inhibitory effect was higher than when the aqueous methanol extract or the tyrosinase activity inhibitor was used alone. Showed a synergistic whitening effect. Therefore, the external preparation for skin of the present invention in which a hydrated methanol extract and a tyrosinase activity inhibitor are combined, by applying this to the skin, exhibits an extremely excellent tyrosinase activity inhibitory action,
Effectively suppresses skin blackening, spots, freckles, etc. due to sunburn.

Example 1 Cream: A cream was prepared according to the composition shown in Table 2 and by the following method, and its skin effect was examined. The results are also shown in Table 2.

[0036]

[Table 2] * 1: Manufactured in Reference Example 3 * 2: Manufactured by Wako Pure Chemical Industries * 3: Manufactured in Reference Example 4

(Production method) A. Components (1) to (7) are mixed and heated to 70 ° C. B. Mix components (11) to (13) and heat to 70 ° C
To keep. C. Add B to A, mix and cool. D. (8) to (10) and (12) were added to C, and the mixture was mixed uniformly to obtain a cream.

(Test Method) 27 per test cream
A panel consisting of 15 women aged 54 to 54
After washing the face for 12 weeks, an appropriate amount of the test cream was applied to the face. The beautiful skin effect of the application was evaluated according to the following criteria.

(Evaluation Criteria) <Evaluation> <Contents> Effective Skin dullness became inconspicuous. Slightly effective The dullness of the skin became less noticeable. Ineffective No change from before use.

As shown in the results in Table 2, the products 1 and 2 of the present invention can be applied to the skin to prevent and improve the occurrence of “dullness” on the skin and to provide beautiful skin. It became clear.

Example 2 Lotion: A lotion was prepared according to the following formulation and the following method. (Prescription) (%) (1) Glycerin 5.0 (2) 1,3-butylene glycol 6.5 (3) Polyoxyethylene (20EO) sorbitan 1.2 Monolaurate (4) Ethanol 8. 0 (5) Hydrous methanol extract * 1 10.0 (6) Kuddin extract * 2 0.5 (7) Preservative appropriate amount (8) Perfume appropriate amount (9) Purified water balance * 1 Produced in Reference Example 1. * 2 manufactured in Reference Example 4

(Production method) A. Components (3), (4), (7) and (8) are mixed and dissolved. B. Components (1), (2), (5), (6) and (9) are mixed and dissolved. C. A and B were mixed and made uniform to obtain a lotion.

Example 3 Emulsion: An emulsion was prepared according to the following formulation and the following production method. (Prescription) (%) (1) Polyoxyethylene (10EO) sorbitan 1.0 monostearate (2) Polyoxyethylene (60EO) sorbit 0.5 tetraoleate (3) Glyceryl monostea Rate 1.0 (4) Stearic acid 0.5 (5) Behenyl alcohol 0.5 (6) Squalane 8.0 (7) Highly purified lignan glycoside purified product * 1 0.1 (8) Cysteine * 20. 1 (9) Preservative 0.1 (10) Carboxyvinyl polymer 0.1 (11) Sodium hydroxide 0.05 (12) Ethyl alcohol 5.0 (13) Purified water Remaining (14) Perfume appropriate amount * 1 Reference Manufactured in Example 3 * 2 Cysteine (manufactured by Wako Pure Chemical Industries) diluted to 1.0 mg / ml with water

(Production Method) A. The components (8) to (13) are mixed by heating and maintained at 70 ° C. B. The components (1) to (6) are mixed by heating and kept at 70 ° C. C. Add A to B, mix and emulsify uniformly. D. After cooling C, (7) and (14) were added and uniformly mixed to obtain an emulsion.

Example 4 Cream: A cream was prepared by the following formulation and the following method. (Prescription) (%) (1) Polyoxyethylene (40EO) monostearate 2.0 (2) Glycerin monostearate (self-emulsifying type) 5.0 (3) Stearic acid 5.0 (4) Behenyl alcohol 0.5 (5) squalane 15.0 (6) cetyl isooctanoate 5.0 (7) butyl paraben 0.1 (8) methyl paraben 0.1 (9) 1,3-butylene glycol 5.0 (10) Crude lignan glycoside * 1 0.2 (11) Neubara extract * 2 0.5 (12) Remaining purified water (13) Suitable amount of perfume * 1 Manufactured in Reference Example 2 * 2 Manufactured in Reference Example 5 thing

(Production method) The components (1) to (7) are heated and dissolved at 70 ° C. B. Heat components (8)-(12) to 70 ° C. C. Add A to B, add component (13) with cooling,
Get the cream.

The lotion of Example 2, the lotion of Example 3, and the cream of Example 4 are all excellent in stability over time, and can be applied to the skin to prevent the occurrence of "dullness" on the skin, Pigmentation such as spots can also be improved,
It was intended to make the skin transparent and beautiful.

Example 5 Pack: A pack was prepared according to the following formulation and the following production method. (Prescription) (%) (1) Polyvinyl alcohol 20.0 (2) Ethanol 20.0 (3) Glycerin 5.0 (4) Kaolin 6.0 (5) High-purity purified lignan glycoside * 1 0 (6) Hop extract * 2 1.0 (7) Preservative appropriate amount (8) Flavor appropriate amount (9) Purified water balance * 1 Manufactured in Reference Example 3 * 2 Manufactured in Reference Example 6

(Production method) Mixing components (1), (3), (4) and (9),
Heat to 70 ° C. and stir. B. Mix components (2), (7) and (8). C. The above B was added to the above A, mixed, cooled, and (5) and (6) were uniformly dispersed to obtain a pack.

The pack of Example 5 has excellent stability over time,
By applying it to the skin, the texture of the skin can be adjusted, the "dullness" of the skin can be prevented, and the pigmentation such as spots can be improved, resulting in a beautiful skin with a transparent feeling.

Example 6 Liquid foundation: A liquid foundation was prepared according to the following formulation and the following method. (Prescription) (%) (1) Lanolin 7.0 (2) Liquid paraffin 5.0 (3) Stearic acid 2.0 (4) Cetanol 1.0 (5) Glycerin 5.0 (6) Triethanolamine 1 0.0 (7) Carboxymethylcellulose 0.7 (8) Remaining purified water (9) Mica 15.0 (10) Talc 6.0 (11) Titanium oxide 3.0 (12) Color pigment 6.0 (13) Crude lignan glycoside * 1 0.05 (14) Licorice extract * 2 0.05 (15) Appropriate amount of ultraviolet absorber (16) Appropriate amount of fragrance * 1 Manufactured in Reference Example 2 * 2 Manufactured in Reference Example 4 thing

(Production method) A. The components (1) to (4) are mixed and dissolved. B. Add components (9) to (12) to A and mix uniformly. C. Components (5) to (8) are uniformly dissolved and kept at 70 ° C. D. Add C to B and emulsify uniformly. E. FIG. After cooling D, components (13) to (16) were added to obtain a liquid foundation.

Example 7 Sunscreen emulsion: A sunscreen emulsion was prepared according to the following formulation and the following method. (Prescription) (%) (1) stearic acid 2.0 (2) cetanol 1.0 (3) polyoxyethylene sorbitan monooleate (20EO) 0.5 (4) sorbitan sesquioleate 0.5 ( 5) 2-Ethylhexyl paramethoxycinnamate 8.0 (6) Cetyl 2-ethylhexanoate 12.0 (7) 1,3-butylene glycol 10.0 (8) Carboxyvinyl polymer 0.2 (9) Triethanolamine 0.5 (10) Water-containing methanol extract * 1 0.5 (11) Sophora cinnamon extract * 2 0.1 (12) Remaining purified water (13) Preservative appropriate amount (14) Titanium oxide 3.0 (15) Suitable amount of fragrance * 1 Manufactured in Reference Example 1 * 2 Manufactured in Reference Example 4

(Production method) Components (1) to (6) are mixed by heating and kept at 75 ° C. B. Heat and mix components (7)-(13) and maintain at 75 ° C. C. Add A slowly to B. D. While cooling C, (14) to (15) were added to obtain an emulsion for sunscreen.

The liquid foundation of Example 6 and the sunscreen emulsion of Example 7 are both excellent in stability over time, and can be applied to the skin to prevent darkening and spots on the skin due to sunburn and the like. Was.

Example 8 Gel ointment: A gel ointment was prepared according to the following formulation and the following production method. (Prescription) (%) (1) Carboxyvinyl polymer 1.0 (2) Triethanolamine 1.0 (3) 1,3-butylene glycol 10.0 (4) High-purity purified lignan glycoside * 10 0.01 (5) Yokuinin extract * 2 0.01 (6) Remaining purified water * 1 Manufactured in Reference Example 3 * 2 Manufactured in Reference Example 7

(Production method) A. Components (1) and (3) to (6) are mixed and dissolved. B. Component (2) was added to A and mixed to make a uniform, and a gel ointment was obtained.

The gel ointment of Example 8 is excellent in stability over time. By applying it to the skin, it can regulate the texture of the skin, prevent the skin from dulling, and improve pigmentation such as spots. The result was a clear and beautiful skin.

[0059]

According to the present invention, the inherent performance of the tyrosinase activity inhibitor can be sufficiently exhibited.
In other words, it has a high inhibitory effect on pigmentation, and is effective in preventing and improving skin darkening, spots and freckles due to sunburn and the like. As described above, the skin external preparation of the present invention can sufficiently exhibit the intrinsic performance of the tyrosinase activity inhibitor, and is therefore extremely useful in beauty and medicine.

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[Procedure amendment]

[Submission date] February 6, 1998

[Procedure amendment 1]

[Document name to be amended] Statement

[Correction target item name] 0036

[Correction method] Change

[Correction contents]

[0036]

[Table 2] * 1: Manufactured in Reference Example 3 * 2: Manufactured by Wako Pure Chemical Industries * 3: Manufactured in Reference Example 4

────────────────────────────────────────────────── ─── Continued on the front page (51) Int.Cl. ⁶ Identification code FI A61K 7/00 AGA A61K 7/00 AGAD 7/40 7/40 31/70 AED 31/70 AED (72) Inventor Masami Senoo Tokyo (72) Inventor Kumi Kameyama 4-11-9-512, Kamiikebukuro, Toshima-ku, Tokyo

Claims (5)

[Claims] 1. An external preparation for skin, comprising one or more of the following components (A) and (B): (A) lignan glycoside (B) tyrosinase activity inhibitor. 2. A lignan glycoside having the following structural formula (I):
The external preparation for skin according to claim 1, which is a sesaminol glycoside represented by the formula: Embedded image 3. A lignan glycoside having the following structural formula (II)
3. A sesaminol glycoside comprising one or more of the lignan glycosides represented by -a), (II-b) or (II-c) as the main component. Agent. Embedded image Embedded image Embedded image 4. The lignan glycoside is a hydrated lower alcohol extract of sesame seeds, humidified or germinated bodies thereof, crushed products thereof, or defatted products thereof.
4. The external preparation for skin according to 2 or 3. 5. The tyrosinase activity inhibitor comprises arbutin, hydroquinone and derivatives thereof and salts thereof, ascorbic acid and derivatives thereof and salts thereof, cysteine and derivatives thereof and salts thereof, glabridine, glabrene, liquiritin, isoliquiritin and these. Licorice extract, Sempukuka extract, Scutellaria extract, Sampenzu extract, Soybean extract, Touki extract, Ibukitranoo extract, Clara extract, Hawthorn extract, Shirahuri extract, Hop extract, Neubara extract and Yoquinin 5. The external preparation for skin according to claim 1, which is one or more selected from extracts and placenta extracts.